HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → HCID 68157900, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(2,6-Difluoro-3-nitrophenyl)pyridine | HCID 14419433 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 68157900 | HCID 68157900 | 85.7% |
Reaction Steps
A mixture of 2-(2,6-difluoro-3-nitrophenyl)pyridine (1.0 g, 4.2 mmol), methylamine (2.24 mL, 4.24 mmol, 2M in THF) and DIPEA (0.75 mL, 4.2 mmol) in acetonitrile (10 mL) was stirred overnight at RT. The mixture was concentrated in vacuo and the resulting residue was purified by chromatography (Si—PPC, gradient 0-40% EtOAc/cyclohexane) to afford the title compound as a yellow solid (0.89 g, 84%). 1H NMR (CDCl3, 400 MHz): δ 8.74 (1H, ddd, 5.0, 2.1, 1.0 Hz) 8.46 (1H, br s) 8.27 (1H, dd, 9.5, 6.2 Hz), 7.80 (1H, td, 7.8, 2.1 Hz), 7.47 (1H, dq, 4.0, 1.2 Hz), 7.34 (1H, dd, 9.5, 8.2 Hz), 2.36 (3H, d, 5.3 Hz)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653089B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-8d28c85278104a7985b94437fda3ef6d |
| Source note | uspto-grants-2014_02 |